- Bill Clinton spent five years in texas penitentiary. This whole ordeal started with Bill alledly being a bare-knuckle fighter and starting on Britney Spears. He only served two months of his sentence and later broke out. He is said to have stated " Ive had enough, I'm off" + | - Bill Clinton spent five years in texas penitentiary. This whole ordeal started with Bill alledly being a bare-knuckle fighter and starting on Britney Spears. He only served two months of his sentence and later broke out. He is said to have stated " Ive had enough, I'm off" + |